Propanal → 3,5,5-Trimethylhexanal

HRID 845371ノート

反応式

HRID 845371 の反応式
CO.[OH-].[Na+].[CH3:5][CH:6]([CH2:10][C:11]([CH3:14])([CH3:13])[CH3:12])[CH2:7][CH:8]=[O:9].[CH:15](=[O:18])[CH2:16][CH3:17]>C(O)(=O)C>[CH3:5][CH:6]([CH2:10][C:11]([CH3:14])([CH3:13])[CH3:12])[CH2:7][CH:8]=[O:9].[CH3:17][C:16](=[CH:8][CH2:7][CH:6]([CH3:5])[CH2:10][C:11]([CH3:14])([CH3:13])[CH3:12])[CH:15]=[O:18]

参加物

7

反応物 4

HCID 527PropanalHCID 887MethanolHCID 14798Sodium HydroxideHCID 215743,5,5-Trimethylhexanal

生成物 2

HCID 215743,5,5-TrimethylhexanalHCID 539973842,5,7,7-Tetramethyloct-2-enal

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

128 g (4 moles) of methanol and 2 g (0.05 mole) of NaOH were initially taken under nitrogen in a reaction flask and were refluxed. A mixture of 142 g (1 mole) of 3,5,5-trimethylhexanal and 116 g (2 moles) of propionaldehyde was added dropwise to this solution in the course of 10 minutes. The resulting reaction mixture was kept at the boil for 1 hour (h) and then brought to pH 4-5 with an 80% strength aqueous acetic acid solution. After washing twice with water, the organic phase was separated off and worked up by fractional distillation. 32 g of unconverted 3,5,5-trimethylhexanal, as light ends, and 113 g of 2,5,7,7-tetramethyl-2-octenal (bp.=108°-111° C./14 mbar) were obtained, corresponding to a selectivity of 81%, based on trimethylhexanal; nD25 =1.4580.

後処理

  1. temperaturewere refluxed
  2. additionwas added dropwise to this solution in the course of 10 minutes
  3. customThe resulting reaction mixture
  4. washAfter washing twice with water
  5. customthe organic phase was separated off
  6. distillationworked up by fractional distillation

出典と根拠

ORDレコード
ord-2e74adac17c54f08951ed687b778ed36
出典データセット
uspto-grants-1988_07
特許番号
US04758548

反応ノート

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